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Raintree Systems, Inc.

Assistant Controller (CPA/SaaS/RevRec)

Sorry, this job was removed at 08:11 p.m. (PST) on Thursday, May 14, 2026
Remote
Hiring Remotely in United States
Remote
Hiring Remotely in United States

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Assistant Controller (CPA)
 

Remote U.S. (designated states)

Department: Finance
Reports to: Corporate Controller

This position is fully remote and may be performed from one of the following U.S. states:  AL, AZ, FL, GA, IN, KS, MA, MI, MS, NC, NV, OR, PA, SC, TN, TX, VA.

At Raintree, we’re not just shaping the future of therapy technology – we’re creating it. This is your chance to be part of something bigger, where your career will have game-changing, career-defining moments that propel you to new heights. We aim to be the best place for the best people, and we’re looking for ambitious, creative thinkers ready to make an impact. Whether you’re advancing AI solutions or enhancing user experiences, your work here will shape the future of therapy technology while advancing your career alongside dedicated professionals who are as committed to your success as you are. At Raintree, your ideas drive real change, your growth is limitless, and the work you do will touch millions of lives. 

Ready to ignite your career and leave a lasting legacy? Join us and be part of something extraordinary.
 

We are currently seeking an exceptional Assistant Controller to join our Finance leadership team.

Reporting to the Corporate Controller, this individual will be responsible for managing the daily operations of the finance department for our fast-growing, PE-backed software company. This role is designed for a lead-by-example professional who possesses the technical sophistication to manage the financial audit and the operational willingness to support the team’s foundational work as we scale our department. As a lead-by-example working manager, you will ensure our financial records are flawless, our reporting is efficient, and our annual audits are seamless. During your first year, you will serve as a key functional stakeholder in our digital transformation, helping to implement our new ERP, billing, and AP software systems to support our rapid expansion.  You will be a working manager, providing both strategic oversight and direct execution to ensure our department's success.

Duties and Responsibilities:

Financial Operations
  • Close Management: Lead the end-to-end month-end close process, serving as the primary project lead to ensure a timely and accurate ledger. You will be responsible for maintaining the close calendar, monitoring progress against key milestones, and providing transparent status updates to the Controller. Your goal is to compress the close cycle while ensuring all key deliverables —including departmental P&Ls and variance analyses— are ready for executive review.
  • Accounting Support: While this is a leadership role, you will be expected to support the team by performing select reconciliations, preparing complex journal entries, and assisting with data entry as needed. As the manager, you will set the standard for documentation, ensuring all reconciliations meet rigorous criteria for completeness and accuracy. You don't just review the work; you define what "audit-ready" looks like through hands-on leadership and a "roll-up-your-sleeves" mentality.
  • Treasury & AP: Oversee daily cash positioning and the Accounts Payable function, balancing vendor relationships with strategic liquidity management.
Audit & Reporting:
  • Audit Liaison: Serve as a key internal lead for the external auditors, ensuring all PBC (Provided by Client) requests and supporting schedules are delivered with high integrity.
  • Financial Reporting: Collaborate with the external audit firm to draft annual financial statements, ensuring all footnote disclosures are accurate and GAAP-compliant.
  • GAAP: Serve as the internal lead for GAAP inquiries. You will research and document accounting treatments for complex areas—such as revenue recognition and capitalization—to ensure our financial reporting remains accurate and compliant as the business evolves.
Systems Transformation (Year 1 Focus):
  • Functional Stakeholder: Act as a key contributor in the implementation of a new ERP, Billing System, and AP platforms.
  • Process Design: Leverage your hands-on work with the current ledger to help map and configure the new tech stack for maximum efficiency and ASC 606 compliance.

Professional Credentials
  • CPA required.
  • Bachelor’s degree in Accounting or Finance
Experience & Background
  • Experience: 6–10 years of progressive accounting experience, ideally starting in Public Accounting (Big 4 or Mid-Tier).  Experience in the Software/SaaS industry is preferred
  • Operational Willingness: You are a seasoned professional who understands that in a fast growing company, no task is too small if it ensures a clean close. You are comfortable navigating an ERP and entering data when the situation requires it.
  • PE Environment: You are comfortable with high-velocity reporting and managing through change.

Competencies to Drive Success:

Technical Skills
  • Deep expertise in U.S. GAAP (specifically ASC 606).
  • Advanced Excel skills; high comfort level learning and "power-using" new accounting software.
  • Experience with SaaS billing engines (e.g., Rillet, Sage Intacct, NetSuite) and automated collection/AP tools (Ramp, Bill.com, Stampli, Tipalti).
The "Soft" Skills
  • Resilience: You thrive in the "building phase" where processes aren't yet perfect.
  • Detail-Obsessed: You catch the outlier in the spreadsheet that everyone else missed.
  • Communicator: You can translate complex accounting treatments into plain English for non-finance stakeholders.

Our Perks

Remote Work/Work From Home

Paid Time Off/11 Paid Holidays/Year-End Holiday Break

Health, Dental, Vision, HSA/FSA,

401K with Company Match

Disability & Life Insurance

Employee Assistance Program

Paid Parental Leave


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